## Abstract An improved sonochemical procedure for the synthesis of dimethyl [6]paracyclophane‐8,9‐dicarboxylate (2a) on a 10‐g scale is described. The title compound 2d was synthesized from 2a in three steps. Irradiation of 2d yielded the Dewar isomer 3. In solution, the reaction enthalpy for the
Decamethylanthracene and its 9,10-‘DEWAR’ isomer
✍ Scribed by Harold Hart; Bernd Ruge
- Publisher
- Elsevier Science
- Year
- 1977
- Tongue
- French
- Weight
- 204 KB
- Volume
- 18
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Peri interactions in naphthalenes and anthracenes cause molecular distortions which may result in unusual reactions.' Anthracenes with a double-peri interaction (a, substituents at Cl, 8 and 9) or with two peri interactions (Le., substituents at Cl, 9 and either C4, 10 or C5, 10) may be unstable relative to the tautomeric form in which the central ring is not aromatic.2 For example, 1,4,5,8,9_pentamethylanthracene, 394 which has a double-peri methyl interaction,
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The first total synthesii of the highly unstable biological medistor 12-ket&coss&etr~ic acid (12-KBTB) 3 and its 89-traas -isoma tp is presented. The strategy focuses on the stable precursor dithiane u and its ccnwzsion to gand 211. Bicchemical experiments show that the two isomers are net interccmv